Simplex Trading Portfolio holdings
Simplex Trading, founded in 2004 and headquartered in Chicago, Illinois, is a technology-driven proprietary trading firm specializing in market-making and liquidity provision, primarily in U.S. equity options and futures options. Leveraging advanced proprietary software and data-driven analysis, the firm optimizes trading strategies and develops innovative solutions to capitalize on financial market opportunities, maintaining a competitive edge through automation and a collaborative team of technologists and traders. With a workforce exceeding 300 and led by CEO Erik Swanson since 2014, Simplex operates with a low-ego, high-intelligence culture, focusing on minimal bureaucracy and rapid execution, while also making strategic venture capital investments in fintech startups. Recognized as a top workplace in Chicago by Built In’s 2025 awards, Simplex continues to evolve, blending cutting-edge technology with a commitment to market efficiency and growth.
Top Buys
| Rank | Stock | Value |
|---|---|---|
| 1 |
NVIDIA
NVDA
|
+$172M |
| 2 |
Apple
AAPL
|
+$156M |
| 3 |
Broadcom
AVGO
|
+$101M |
| 4 |
State Street SPDR S&P 500 ETF Trust
SPY
|
+$57.2M |
| 5 |
UnitedHealth
UNH
|
+$55.1M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$140M |
| 2 |
Amazon
AMZN
|
+$47.9M |
| 3 |
Netflix
NFLX
|
+$38.3M |
| 4 |
TSMC
TSM
|
+$37.3M |
| 5 |
Pfizer
PFE
|
+$36.9M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.74% |
| 2 | Communication Services | 0.19% |
| 3 | Consumer Discretionary | 0.18% |
| 4 | Healthcare | 0.17% |
| 5 | Financials | 0.14% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
1526
PUT
Kohl's
KSS
$2.03B
| $4.05M | ﹤0.01% |
477,200
+64,900
| +16% | +$499K |
|
1527
PUT
ArcelorMittal
MT
$50.4B
| $4.04M | ﹤0.01% |
128,100
+40,500
| +46% | +$1.2M |
|
1528
CALL
Red Cat Holdings
RCAT
$1.16B
| $4.04M | ﹤0.01% |
555,700
+217,900
| +65% | +$1.42M |
|
|
DOCU
1529
DocuSign
DOCU
$9.63B
| $4.04M | ﹤0.01% |
51,883
+33,458
| +182% | +$2.71M |
|
1530
Fluor
FLR
$7.29B
| $4.04M | ﹤0.01% |
78,818
+77,852
| +8,059% | +$3.1M |
|
1531
CALL
PPG Industries
PPG
$25.9B
| $4.04M | ﹤0.01% |
35,500
-59,300
| -63% | -$6.41M |
|
|
SEZL
1532
CALL
Sezzle
SEZL
$5.17B
| $4.01M | ﹤0.01% |
+22,400
| New | +$1.98M |
|
1533
CALL
Align Technology
ALGN
$12B
| $4.01M | ﹤0.01% |
21,200
-10,000
| -32% | -$1.77M |
|
1534
PUT
VanEck Durable High Dividend ETF
DURA
$38.7M
| $4.01M | ﹤0.01% |
27,100
-19,600
| -42% | -$624K |
|
1535
PUT
Scorpio Tankers
STNG
$3.96B
| $4M | ﹤0.01% |
102,200
+3,600
| +4% | +$140K |
|
|
TTAN
1536
CALL
ServiceTitan Inc
TTAN
$6.72B
| $4M | ﹤0.01% |
37,300
+35,200
| +1,676% | +$3.93M |
|
1537
CALL
Transocean
RIG
$5.92B
| $3.99M | ﹤0.01% |
1,541,200
-786,700
| -34% | -$2.03M |
|
1538
PUT
Omnicom Group
OMC
$22.7B
| $3.98M | ﹤0.01% |
55,300
+54,000
| +4,154% | +$3.99M |
|
1539
PUT
KB Home
KBH
$3.48B
| $3.97M | ﹤0.01% |
75,000
-43,000
| -36% | -$2.29M |
|
|
PARA
1540
CALL
DELISTED
Paramount Global Class B
PARA
| $3.97M | ﹤0.01% |
307,600
-166,900
| -35% | -$1.95M |
|
1541
Direxion Daily Semiconductor Bear 3X ETF
SOXS
$1.74B
| $3.97M | ﹤0.01% |
+2,516
| New | +$8.54M |
|
1542
PUT
Alexandria Real Estate Equities
ARE
$8.88B
| $3.96M | ﹤0.01% |
54,500
+37,500
| +221% | +$2.79M |
|
|
SII
1543
Sprott
SII
$2.65B
| $3.96M | ﹤0.01% |
57,284
+28,056
| +96% | +$1.56M |
|
1544
CALL
Novavax
NVAX
$1.23B
| $3.95M | ﹤0.01% |
627,100
+286,900
| +84% | +$1.9M |
|
|
BTC
1545
Grayscale Bitcoin Mini Trust ETF
BTC
$3.4B
| $3.95M | ﹤0.01% |
82,688
+50,567
| +157% | +$2.21M |
|
1546
CALL
O'Reilly Automotive
ORLY
$72.4B
| $3.95M | ﹤0.01% |
43,800
-10,200
| -19% | -$930K |
|
|
1547
PUT
Novavax
NVAX
$1.23B
| $3.94M | ﹤0.01% |
626,300
+307,100
| +96% | +$2.03M |
|
1548
PUT
WEC Energy
WEC
$37.7B
| $3.94M | ﹤0.01% |
37,800
+35,200
| +1,354% | +$3.75M |
|
1549
PUT
Sable Offshore Corp
SOC
$903M
| $3.94M | ﹤0.01% |
179,200
+51,100
| +40% | +$1.19M |
|
1550
PUT
International Paper
IP
$22.3B
| $3.93M | ﹤0.01% |
83,900
-68,800
| -45% | -$3.25M |
|
Similar funds
Simplex Trading's Q2 2025 Portfolio in Review
As of Q2 2025, Simplex Trading held 10,048 positions worth $175B, up 12% from $156B the previous quarter. Its ten largest holdings account for 47% of the portfolio.
Simplex Trading withdrew a net $10.5B in Q2 2025, closing 1,431 positions and reducing 3,590 holdings. Its most notable exit was Constellation Energy, an estimated $35.8M position sold in full.
By sector, the portfolio is most concentrated in Technology at 0.74% of assets, up from 0.41% a quarter earlier, followed by Communication Services and Consumer Discretionary.
Against the trend, Simplex Trading opened a new position in State Street SPDR S&P 500 ETF Trust worth $61.9M.
- Simplex Trading's largest Q2 2025 buy was State Street SPDR S&P 500 ETF Trust: 100,129 shares worth $61.9M.
- Simplex Trading added most to NVIDIA in Q2 2025, an estimated $172M increase.
- Simplex Trading's biggest Q2 2025 reduction was iShares 20+ Year Treasury Bond ETF, cutting an estimated $140M.
- Simplex Trading fully exited Constellation Energy in Q2 2025, selling an estimated $35.8M.
- Simplex Trading's ten largest holdings make up 47% of its $175B portfolio in Q2 2025.
- Simplex Trading opened 1,525 new positions and closed 1,431 in Q2 2025.
- Simplex Trading's portfolio value rose 12% quarter-over-quarter to $175B.
Based on Simplex Trading's 13F filing for Q2 2025, filed 5 Aug 2025.